反応 #1985942

反応方程式

4-acetoxy-6-bromo-3-methoxybenzaldehyde

triethylamine

methyl acrylate

→

desired product

Methyl 5-Acetoxy-2-formyl-4-methoxycinnamate

溶媒

ether

water

DMF

反応条件

後処理

1. 1
   温度cooled to room temperature
2. 2
   洗浄The organic layer is washed with water, brine
3. 3
   乾燥dried over magnesium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The residue is purified by HPLC
7. 7
   洗浄eluting with 33% ethyl acetate in hexanes

実験手順

To a degassed solution of 4-acetoxy-6-bromo-3-methoxybenzaldehyde (15.4 g), and bis(triphenylphosphine)palladium (11) (1.2 g) in DMF (150 ml) is added triethylamine (31.9 ml) and methyl acrylate (19.6 g). The mixture is heated 135° C. for about 1.5 hours, cooled to room temperature and diluted with ether and water. The organic layer is washed with water, brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by HPLC, eluting with 33% ethyl acetate in hexanes, then methylene chloride, to give the desired product.

出典